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The synthesis of DL ‐1‐(hexadecanoyloxy)methyl‐ and 1‐ O ‐hexadecanoyl‐inositols as potential inhibitors of phospholipase C
Author(s) -
James D.,
Massy R.,
Wyss Pierre
Publication year - 1990
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19900730428
Subject(s) - chemistry , phosphatidylinositol , inositol , cyclitol , stereochemistry , phospholipase c , gq alpha subunit , phosphate , phospholipid , organic chemistry , biochemistry , enzyme , membrane , signal transduction , g protein , receptor
The synthesis of racemic analogues of phosphatidylinositol (PI) and phosphatidylinositol 4,5‐bisphosphate (PIP 2 ) starting from myo ‐inositol is described. Inositol derivatives with and without homologalion at C(l) and with and without ionic groups (phosphate or sulfate) at C(4) and C(5) were prepared as well as homologated derivatives with deoxy composition at C(2) and/or C(6). In all these compounds, palmitate ester groups were introduced in place of the diacylglyceryl group of PI or PIP 2 .